332920-13-5Relevant articles and documents
Robust and efficient, yet uncatalyzed, synthesis of trialkylsilyl-protected cyanohydrins from ketones
Cabirol, Fabien L.,Lim, Angela E. C.,Hanefeld, Ulf,Sheldon, Roger A.,Lyapkalo, Ilya M.
, p. 2446 - 2449 (2008/09/19)
(Chemical Equation Presented) High-yielding cyanosilylation of ketones with NaCN and various chlorotrialkylsilanes in DMSO proceeds smoothly without catalysis to give silyl-protected ketone cyanohydrins. The unique role of DMSO consists in rendering naked
A new lithium alkoxide accelerated diastereoselective cyanation of ketones
Wilkinson, H. Scott,Grover, Paul T.,Vandenbossche, Charles P.,Bakale, Roger P.,Bhongle, Nandkumar N.,Wald, Stephen A.,Senanayake, Chris H.
, p. 553 - 556 (2007/10/03)
(Matrix presented) A remarkably general lithium heteroatom assisted TMSCN or TBSCN addition to aldehydes and ketones has been discovered. The process provides excellent selectivities and high rates. Conformationally constrained ketones such as camphor, fenchone, and nopinone give excellent diastereoselectivities with TMSCN. Reduction of 2 provided diastereopure amino alcohol 3 in good yield. α- and β-Methyl cyclohexanones with TBSCN-LiOR afford high diastereoselectivities and yields.
